HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$237+ Cheap flights from Alaska to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Alaska to Caribbean Islands with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Alaska to Caribbean Islands

Keep the following information in mind while searching for Alaska to Caribbean Islands flight deals. Data was last updated March 31, 2025.

Round-trip from

$638
(Delta)

One-way from

$237
(Delta)

Popular in

December

Cheapest in

October

Average price

$1,066
From Alaska to Caribbean Islands
Search Deals
One-way flight from Alaska to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

Find flight deals from Alaska to Caribbean Islands

Cheapest flights from Alaska to Caribbean Islands
Explore the most affordable flight options available from Alaska to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/145:15 pmANC - NAS
2 stops14h 32mDelta
Sun 9/212:37 pmNAS - ANC
2 stops15h 08mDelta
Deal found 3/31$638
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/122:20 pmANC - SJU
2 stops19h 10mDelta
Sun 6/292:35 pmSJU - ANC
2 stops15h 05mDelta
Deal found 3/31$784
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/211:31 amANC - SJU
2 stops14h 57mAmerican Airlines
Tue 5/66:10 amSJU - ANC
2 stops18h 37mAmerican Airlines
Deal found 3/31$832
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/228:30 pmANC - SJU
1 stop23h 24mUnited Airlines
Tue 5/67:45 amSJU - ANC
1 stop15h 55mUnited Airlines
Deal found 3/31$875
This Alaska Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/212:31 amANC - SJU
3 stops22h 29mAlaska Airlines
Tue 5/66:30 amSJU - ANC
2 stops24h 03mAlaska Airlines
Deal found 3/31$902
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/128:30 pmANC - STI
2 stops13h 56mAmerican Airlines
Wed 5/73:50 pmSTI - ANC
2 stops32h 57mAmerican Airlines
Deal found 3/31$911
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/298:30 pmANC - SDQ
2 stops14h 42mAmerican Airlines
Thu 5/85:00 amSDQ - ANC
2 stops19h 47mAmerican Airlines
Deal found 3/31$913
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2812:37 amANC - SDQ
2 stops15h 45mMultiple Airlines
Thu 5/86:24 amSDQ - ANC
2 stops18h 23mMultiple Airlines
Deal found 3/31$1,033
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/128:30 pmANC - STI
2 stops13h 56mMultiple Airlines
Wed 5/73:50 pmSTI - ANC
3 stops25h 39mMultiple Airlines
Deal found 3/31$1,043
This United deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/148:00 pmANC - NAS
1 stop13h 31mUnited Airlines
Sun 9/212:33 pmNAS - ANC
2 stops26h 26mUnited Airlines
Deal found 3/31$1,082
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1212:55 amANC - STI
2 stops19h 47mDelta
Sun 6/296:03 amSTI - ANC
2 stops21h 17mDelta
Deal found 3/31$1,146
This United deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/188:30 pmANC - PUJ
2 stops15h 59mUnited Airlines
Sat 4/261:50 pmPUJ - ANC
2 stops36h 47mUnited Airlines
Deal found 3/31$1,181

Cheapflights Fare Finder

Customize your flight search to find flights from Alaska to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
Use the filters below to find and compare flights from Alaska to Caribbean Islands that are best for you.

Fly from

Alaska

Fly to

Caribbean Islands

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

5:15 pm-11:47 am

2 stops14h 32m

Nassau Intl

Sun 9/21

2:37 pm-1:45 am

2 stops15h 08m

$638

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 6/12

2:20 pm-1:30 pm

2 stops19h 10m

San Juan Luis Munoz Marin Intl

Sun 6/29

2:35 pm-1:40 am

2 stops15h 05m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 4/21

1:31 am-8:28 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:10 am-8:47 pm

2 stops18h 37m

$832

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 4/22

8:30 pm-11:54 pm

1 stop23h 24m

San Juan Luis Munoz Marin Intl

Tue 5/6

7:45 am-7:40 pm

1 stop15h 55m

$875

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 4/21

2:31 am-5:00 am

3 stops22h 29m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:30 am-2:33 am

2 stops24h 03m

$902

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

8:30 pm-2:26 pm

2 stops13h 56m

Santiago de los Caballeros

Wed 5/7

3:50 pm-8:47 pm

2 stops32h 57m

$911

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Tue 4/29

8:30 pm-3:12 pm

2 stops14h 42m

Santo Domingo Las Americas

Thu 5/8

5:00 am-8:47 pm

2 stops19h 47m

$913

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Mon 4/28

12:37 am-8:22 pm

2 stops15h 45m

Santo Domingo Las Americas

Thu 5/8

6:24 am-8:47 pm

2 stops18h 23m

$1,033

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

8:30 pm-2:26 pm

2 stops13h 56m

Santiago de los Caballeros

Wed 5/7

3:50 pm-1:29 pm

3 stops25h 39m

$1,043

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

8:00 pm-1:31 pm

1 stop13h 31m

Nassau Intl

Sun 9/21

2:33 pm-12:59 pm

2 stops26h 26m

$1,082

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 31 results
1
2
3
4

Best time to book a flight from Alaska to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Alaska with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Alaska to Caribbean Islands

What is the cheapest month to book a flight from Alaska to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AK to EPX?

Find hourly flight availability from Alaska to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alaska to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated March 31, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United Airlines from Alaska to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Alaska to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Alaska to Caribbean Islands one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $237. However, be on the lookout for offers from Sun Country Air and United Airlines, as they are both options that can get you from Alaska to Caribbean Islands for a low price.

  • Can I find deals for flights from Alaska to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Alaska to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alaska to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alaska to Caribbean Islands.

  • Can I find deals for business class flights from Alaska to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Alaska to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Alaska to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Alaska to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Miami flights
Newark to Fort Lauderdale flights
Newark to Cancún flights
John F Kennedy Intl to Cancún flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Los Angeles flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Miami flights
Newark to Orlando flights
Newark to Las Vegas flights
Dallas/Fort Worth to Cancún flights
Dallas/Fort Worth to Seattle flights
LaGuardia to Orlando flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Mexico City flights
Newark to Los Angeles flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to Cancún flights
Los Angeles to Newark flights
Los Angeles to Honolulu flights
Dallas/Fort Worth to O'Hare Intl flights
Newark to Seattle flights
Dallas/Fort Worth to Las Vegas flights
Newark to Dallas/Fort Worth flights
LaGuardia to Atlanta flights
Denver to Las Vegas flights
O'Hare Intl to Las Vegas flights
Dulles Intl to Cancún flights
John F Kennedy Intl to Seattle flights
Newark to Tampa flights
Dallas/Fort Worth to Newark flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Cancún flights
Seattle to Las Vegas flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to West Palm Beach flights
San Francisco to Newark flights
Dallas/Fort Worth to Orlando flights
Seattle to Newark flights
Atlanta to LaGuardia flights
George Bush Intcntl to Cancún flights
John F Kennedy Intl to Sky Harbor Intl flights
O'Hare Intl to LaGuardia flights
Los Angeles to LaGuardia flights
Los Angeles to Seattle flights

Top 4 airlines flying from Alaska to Caribbean Islands

Discover the top 4 airlines that operate flights from Alaska to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,105FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$989FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$998FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.